Search Deals onJackson Square Vacation Packages
Jackson Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns
Save 100% on your flight
Price was $1,777, price is now $1,298 per person
$1,298
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,626, price is now $1,577 per person
$1,577
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Allentown (ABE) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $2,142, price is now $1,451 per person
$1,451
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $2,488, price is now $1,686 per person
$1,686
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $4,214, price is now $2,913 per person
$2,913
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Allentown (ABE) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Casa Marina Key West, Curio Collection by Hilton
Save 100% on your flight
Price was $3,569, price is now $2,535 per person
$2,535
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Allentown (ABE) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost Point are located nearby.
The Reach Key West, Curio Collection by Hilton
Save 100% on your flight
Price was $3,899, price is now $2,829 per person
$2,829
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Allentown (ABE) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Blue Flamingo Resort Key West
Save 100% on your flight
Price was $1,995, price is now $1,454 per person
$1,454
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Allentown (ABE) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Ella's Cottages - Key West Historic Inns
Save 100% on your flight
Price was $2,914, price is now $2,143 per person
$2,143
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Key West Hotel
Save 100% on your flight
Price was $3,319, price is now $2,442 per person
$2,442
per person
Jan 28 - Feb 1
found 3 hours ago
Roundtrip non-stop flight included
Allentown (ABE) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Save 100% on your flight
Price was $3,002, price is now $2,310 per person
$2,310
per person
Jan 20 - Jan 27
found 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this cottage in Key West. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Kona Kai Oasis
Save 100% on your flight
Price was $1,738, price is now $1,352 per person
$1,352
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
3-4 Night Vacations in Jackson Square
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Jackson Square
Price found within the past 48 hours. Click for updated prices.
Jackson Square Last Minute Hotel Deals
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
Book a stay at this historic guesthouse in Key West. Enjoy free WiFi, beach cabanas (surcharge), and a business center. Our guests praise the pool and the clean ...
Pegasus International Hotel
501 Southard Street Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, free parking, and a rooftop terrace. Our guests praise the helpful staff and the property condition in ...
Heron House - Adult Only
512 Simonton St Key West FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Marrero's Guest Mansion
410 Fleming Street Key West FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located ...
Coco Plum Inn
611 Whitehead Street Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Saint Hotel Key West, Autograph Collection, Adult Only
417 Eaton Street Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Popular attractions Duval Street and ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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